Сангенол А

Description

Sanggenol A is a prenylated flavanone from the root bark of the white mulberry Morus alba L. Formula C₂₅H₂₈O₆, CAS 174423-30-4, molecular weight 424.49. Systematic name: (2S)-2-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one. The molecule contains a geranyl (C₁₀) substituent - not the usual prenyl group C₅, but its doubled version, which distinguishes the compound from most prenylated flavonoids of the same raw material.

Basic Attributes

• CAS No.: 174423-30-4
• Chemical formula: C₂₅H₂₈O₆
• Molecular weight: 424.49 g/mol
• Class of compounds: flavonoids, a subgroup of prenylated flavanones
• Stereochemistry: 2S configuration at the chiral center of the pyranone ring, 2E configuration of the geranyl chain double bond

Structural features

• flavanone core (2,3-dihydroflavone) with hydroxyls at positions 5 and 7
• side aromatic ring with hydroxyls at positions 2′ and 4′
• geranyl substituent - 3,7-dimethylocta-2,6-dien-1-yl

A note on the data

In the original product card, the physical and chemical characteristics block is empty. Experimental values ​​for melting point, density, refractive index and solubility are not given in open sources. The compound is identified by NMR, mass spectrometry and optical rotation; batch control is carried out according to the manufacturer’s passport with an HPLC chromatogram.

Plant source

Morus alba L. root bark is a raw material cultivated in China, Korea and Japan. The polyphenolic complex of the bark includes prenylated flavonoids, 2-arylbenzofurans, stilbenes, and coumarins; Sangenols form a separate series within this group.

Scope of application

• analytical standard for HPLC and LC-MS analysis of mulberry root bark extracts
• authentication of Morus alba plant materials
• research reagent: a neuroprotective effect is described in glutamate-induced death of HT22 cells with EC₅₀ 34.03 ± 7.71 µM
• object of work on inhibition of influenza A virus neuraminidase and pneumococcal neuraminidase

Storage and transportation conditions

Hazard classification and transport labeling for the substance have not been established. Storage - sealed containers, protected from light and moisture, temperature conditions as directed by the supplier. The presence of a geranyl chain and four phenolic hydroxyls makes the product lipophilic and prone to oxidation: solutions are prepared in organic solvents immediately before use. Selecting the sample - wear gloves.